Helpdesk Technician II (2nd Shift Hawaiian Standard Time)

CyberSheath•Reston, VA
•$70,000 - $83,000•Remote

About The Position

CyberSheath Services International LLC is seeking a Helpdesk Technician Level II to provide day-to-day implementation, troubleshooting, and maintenance support for client IT systems. The role manages client IT infrastructure and related processes, applying knowledge of on-premise and cloud environments to support customer systems, networks, and applications. Strong customer service and technical support are essential. The position is remote and works Monday through Friday from 3:30 p.m. to 12:30 a.m. Hawaii Standard Time (9:30 p.m. to 6:30 a.m. Eastern Time). The budgeted pay range is $70,000–$83,000 USD.

Requirements

  • At least 2 years working for a Managed Service Provider (MSP).
  • At least 5 years of experience working on an Information Technology Helpdesk using remote support tools.
  • Experience using a helpdesk ticketing system for incident tracking and time entry; ConnectWise Manage is preferred.
  • Prior experience with Remote Monitoring and Management (RMM) tools, such as Automate, Labtech, Continuum, or NinjaOne.
  • Ability to provide exceptional customer service in all situations.
  • Strong troubleshooting, problem-solving, verbal communication, and written communication skills.
  • Experience with Microsoft Windows desktop and server operating systems.
  • Experience with Microsoft Office 365 and Azure administration.
  • Proficiency with Microsoft Server Active Directory and Group Policy.
  • Moderate networking experience, including remote configuration and troubleshooting of TCP/IP, Wi-Fi, and VPN.
  • Knowledge of Microsoft cloud technologies, including Office 365, Azure, Azure Entra ID, Endpoint Protection, Intune, and Autopilot.
  • Demonstrated ability to work in a team environment.
  • Must be authorized to work for any employer in the United States.

Nice To Haves

  • Bachelor’s degree from an accredited university in Computer Science, Engineering, or a related field.
  • Knowledge of scripting and automation tools.
  • Experience with security technologies, including multifactor authentication, encryption, SIEM/SOAR, and endpoint detection and response.
  • Microsoft MD100/101, AZ900, or AZ104 certification, or CompTIA Security+ or Network+ certification.
  • Excellent organizational skills, including the ability to balance conflicting priorities.
  • Ability to work independently, remotely, and as part of a team.

Responsibilities

  • Provide exceptional customer support in a fast-paced remote managed services practice.
  • Remotely troubleshoot and resolve client requests involving end-user hardware, software, and cloud services.
  • Provide operational support for desktop and server operating systems, Microsoft 365 and Azure services, networking devices, line-of-business applications, backup and disaster recovery, hardware peripherals, and mobile devices and management.
  • Provide escalation support to Level I Helpdesk staff as needed.
  • Assist with onboarding and offboarding clients, systems, and users.
  • Deploy and maintain security tools and management agents.
  • Maintain current notes and time entries for requests in the helpdesk ticketing system.
  • Create and maintain comprehensive documentation for internal and client systems.
  • Work with third-party vendors to remediate issues as needed.
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